Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
A317 Best Maui Sunset unit beautifully remodeled. 2 BR w/ Ocean Views
Spectacular Ocean View Condo w/ Balcony, Pool/Hot Tub/Tennis, Free WiFi!E Komo Mai! (Welcome) to the luxurious Maui Sunset A317. Come stay in the sunniest part of Maui in this recently-updated two bedroom, two bathroom Kihei condo that is located right at the beach....
New Listing- Spacious, Remodeled Direct Beachfront with A/C & on Sandy Beach
Our condo is zoned "Hotel/Resort" so no need to worry about our zoning.Hear the Waves....Lay in bed and listen to the waves! Spacious condo with direct beach & ocean view. A Sandy Swimmable beach is right outside your door. *** Book with confidence! You will be offered...
Maui Resort Rentals: Honua Kai Konea 406 - Extra Large One Bedroom Den, Partial Ocean and West Maui Mountain Views!
Konea 406 is an expansive one-bedroom suite boasting views of what West Maui is most famous for, the blue Pacific Ocean and the lush West Maui Mountains.An additional den area offers fantastic value unique to this class of suites at Honua Kai.When it's time to rest, the...
Wai Lani: Ocean View Home, AC & Lanais
Welcome to Wai Lani by Gather, your serene retreat at the end of Albert Road in Princeville, Hawaii. Overlooking the vast Pacific Ocean, this stunning home offers breathtaking ocean views from every room and lanai, immersing guests in the tranquility of lush tropical...
KBM Resorts | FREE CAR | Kapalua Golf Villa | Ocean view | 1-Bedroom Condo, Recently Remodeled! KGV-20T8
Kapalua Golf Villa offering ocean views, gourmet kitchen, spacious bedroom, and peaceful resort amenities-ideal luxury retreat.*Special Offer - Book any KBM rental home in Hawaii for 6 nights or more with an arrival date between Jan 1 - Dec 31, 2025 & receive a...
Location, Location, Beautiful AC Beach Studio In Hilo; Few Steps from Beach Cove
WHY STAY ANYWHERE IN HILO BUT CLOSE TO BEACHES AND OCEAN WHERE THE WEATHER IS BEST!!! Lovely beach studio located a minute walking distance to ocean with small swimming cove and tide pools. The studio is AC comfortable which ensures cool and comfortable days and...
🏖 ❤️ LARGE LUXURY GROUND FLOOR LUANA VILLA,POOL VIEWS, GRT LOCATION & Reviews❤️
🌺 You are renting directly from the owners. We would love to have you stay in our villa. Enjoy all the amenities that Honua Kai has to offer. 🌺 One of the closest Luana Villas to the ocean. 🌺 Over 40 great reviews! Please read what others are saying about our...
Walk to Pipeline Rocky Point and Waimea
Beachfront property on Northshore Oahu. Beautiful home on the beach with close access to numerous activities. Gated property with lots of privacy, beachside lanai and memorable sunsets. House has 3 Bedrooms and 2 full Bathrooms with ac in all rooms included. Covered...
Aloha Condos, Kanaloa at Kona, Condo 2204, Oceanfront, AC
Kanaloa at Kona Condo 2204 is a dream! With breathtaking ocean views and luxurious amenities, this condo exceeds expectations. Guests love the well-appointed kitchen, comfy furnishings, and thoughtful extras like beach gear and toiletries. The lanai is perfect for...
Lae Nani 512 Gorgeous Ocean Front Ground Floor in Building Five With AC
Lae Nani is a premier property on the Coconut Coast centrally located near grocery stores, galleries, restaurants, small boutique shops, etc.Our condo is on the ground floor in Building Five and here are some of the features:-Location Location Location-Air Conditioning...
Hale Kahawai & Ohana By Parrish Kauai - great family space with AC and private p
Enjoy a relaxing and fun filled vacation in one of the newest homes in the centrally located Poipu Beach Estates neighborhood. This five bedroom residence consists of a three bedroom main home and a private two bedroom Ohana located above the detached...
Majestic Mahakea – Oceanfront Oasis on Oahu's North Shore
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Majestic Mahakea: Oceanfront Oasis...
Newer to CS rental market! Completely redone w/quality finishes & furnishings.
Amazing completely remodeled Diamond Head/Ocean view Colony Surf condo by renowned Japanese designer. Every detail meticulously crafted to satisfy the most discriminating traveler.This Diamond Head side of Colony surf allows spectacular views of white Fairy Terns...
nSee & Hear Ocean! Stroll to the beach! Secluded yet conveniently located!
See and hear waves come ashore on the beach from this lovely, spacious, 2 bedroom condo. Breathtaking ocean views completely fill the living room, dining alcove and kitchen through wall to wall glass sliders. It’s spectacular!Conveniently located on East Shore for...
⭐️ NEW KITCHEN - Large lanai with best views of sunsets, pool & grounds ⭐️
Spectacular, nicely decorated, across the street from Kamaole Beach III in Kihei!Feast your eyes on this fabulous condo with a lanai to die for.Enjoy this spacious and tastefully furnished 818 sq. ft. condo with views of the pool, tropical gardens and sunsets. The unit...
KBV 15B2 2BD Kapalua Breathtaking Panoramic Ocean views
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
2Bed/1Bath Upstairs Home, 1mile to Beach, Next to State Forest, Custom Finishes
There is a black sand beach nearby to explore (Kehena), and a lava tube hidden in a kipuka surrounded by a lava field, and geothermally heated ponds, forest trails, farmers’ markets, yoga classes, chocolate and mushroom farms, dances, waterfalls, drum circles and...
North Shore Oceanfront Retreat Sunset Beach
Escape to the stunning shores of Haleiwa and experience the ultimate beachfront getaway at our charming vacation rental. Nestled along the pristine sands and turquoise waters, this slice of paradise offers an idyllic setting for relaxation, adventure, and unforgettable...
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
Aloha. Have you noticed how we're constantly towards the top of Kihei and Kihei Kai Nani searches. Well, vrbo has a system of metrics they use that ranks all listings, basically putting the best units available in front of guests...and we're crushing those metrics and...
Maui Resort Rentals: Honua Kai Konea 705 - Upgraded 7th Floor Interior 2BR Suite w/ Unobstructed Ocean Views!
Konea 705 is a luxurious 7th-floor "penthouse" interior courtyard two-bedroom suite boasting unobstructed views of the stunning blue Pacific from its prime vantage point high above the palm canopy. In addition, this suite has one of the rare Honua Kai two-bedroom...
AC Ocean Views- Steps to beach
Experience beachside living in this top-floor 1-bedroom condo at Kiahuna Plantation, Poipu Beach, Kauai. Enjoy ocean views and cooling trade winds through oversized louvers. The lanai features chaise lounges, and the living room includes a queen sleeper sofa and TV. The...
Surf Ohana House, on Sunset Pt. w parking space, bikes
Aloha Please Note: max 2 adults, no children. The Surf Ohana is a beautiful large one bedroom for max of 2 adult guests, one child. The double living room is open to dining room and vintage style kitchen. The large living room space w kitchen can be open to bedroom. W...
Ocean view spacious 2 bedroom across the street from the beach
Welcome to Kahana Villa F208. This 2 bedroom, 2 bathroom updated condo is located in close proximity to beaches, shops, dining, & more. This quiet and spacious unit features a remodeled kitchen with new appliances, in unit washer/dryer, new furniture, smart TV in each...
Ho'okipa Villa: Historic Home + Guest Cottage in Kahala
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Kahala Luxury Living Welcome to Ho'okipa...
Romantic getaway directly on Napili Bay-Beachfront-5 Stars-Best Location
Fall head over heels for the enchanting Napili Bay at "The Aloha Bungalow," a newly renovated ground-floor beachfront studio condo overlooking the turquoise waters of one of Maui’s most beloved beaches. Nestled in the heart of Napili Bay with its soft, golden-sand...
🏖️Newly Renovated | Gorgeous area and condo | Concierge Included | vrKCV
vrKCV - The Shores at Waikoloa 231, Professionally Managed by Kona Coast VacationsAloha and welcome to Shores at Waikoloa Beach Resort Unit 231! This beautifully updated 1-bedroom, 1-bathroom condo offers a relaxing getaway in the heart of Waikoloa Beach Resort. Enjoy...
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
• Oceanfront• Split A/C units• King bed• Remolded Feb 2020• Beach access from condo complexFully remodeled in February 2020, this bright, beautiful one bedroom, one bathroom oceanfront property in Hale Kai O Kihei unit 213 welcomes you! This second floor condo...
Lovely garden cottage, Hamakua waterfall district, 100% solar
Secluded Ohana (1/1 Cottage) with Superb Ocean Views on Gorgeous Hamakua Coast Estate – The Garden House HideawayConstructed of Indonesian hardwoods, this fully furnished Studio Ohana sits on the beautifully landscaped grounds of an estate overlooking the beautiful...
NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach
BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...
Amazing Ocean View, In Kihei, Top Floor, AC, Across St from beach
Aloha! We are the owners of a gorgeous, remodeled penthouse, 1 bd 1 ba (sleeps 3) condo with amazing ocean views inside and out. I to 2 minute walk from beach. It is decorated with a feel of the island throughout. New sound resistant glass balcony doors, windows and...
Nihilani 16C - 3 bedrooms with AC
This gorgeous 3 bedroom, 3 bath townhouse located in the Nihilani complex in Princeville is the perfect spot for your family vacation. Spacious and inviting, the home has air conditioning throughout, a fully loaded kitchen, a large living area to enjoy and just about...
G110 - Ground floor, close to ocean and all amenities, great view
G110 is a very popular and frequently requested unit. It’s a completely renovated studio and an extremely beautifully appointed unit. There’s a fully equipped kitchen and bar area, granite countertops and top of the line stainless steel appliances including a fridge...
Puamana 177-3 – Elegant Garden Retreat in South Puamana
Escape to the tranquil beauty of Puamana in this tastefully remodeled 2-bedroom, 2.5-bathroom townhome, ideally located in the lush, tropical oasis of South Puamana—untouched by the 2023 Lahaina fire. This peaceful location offers quick access to the nearby beach,...
Beautiful 2 Bedroom, 1 bath, full kitchen, secluded acre of gardens
Aloha and welcome to my Hawai’i Island cottage! I am delighted to share my 1 acre of rainforest and hope you will choose to stay at Hawaiian Paradise Cottage.Enter the property through a private electric gate and down a tree-lined drive to a secluded garden oasis set...
Luxury in Nohea Private Pool/Spa & Two Adjoining Ohanas
About the Space:• 4 Bedrooms: A spacious primary suite and a guest bedroom, each with their own ensuite bathroom. Designed for relaxation and privacy, these two rooms are located within the main house.• The other two bedrooms are in the Ohana, and have a connecting...
Reduced Beachfront 1-BR Apt in Kihei! n New Listing Special!
Located in central Kihei, nestled in the northern end of beautiful Halama Street. Family-owned and operated legal short-term rental. This beachfront, 1 BR/1BA, has a full kitchen and bathroom. Cozy, quiet, great for couples and small families. There is a dining table...
The Bluffs 22 – The Beach House Opulent Oceanview Luxe Estate
Nestled on over an acre in the prestigious Bluffs enclave along the Kohala Coast, The Beach House is an unparalleled sanctuary of luxury and tranquility where indoor-outdoor living takes center stage. This $15 million, 8,141-square-foot estate redefines Hawaiian...
New Listing: Waipouli Beach Resort, Pool, AC, Gym & more
Escape to the luxurious Waipouli Beach Resort, where villa F202 offers a blend of elegance, comfort, and Hawaiian charm. This stunning 2-bedroom, 2.5-bathroom condo is the perfect retreat for families, couples, or friends seeking the ultimate Kauai getaway. Step inside...
Kihei Garden Estates C-105 - Stunning Renovation, AC, Steps from the Beach!
The new roof project will take place on building C from 7/14 to 7/23 and over the pool area from 7/18/25 to 7/27/25. During this time there will be noise and debris surrounding the building.------------------------------------Welcome to Kihei Garden Estates C-105, where...
DAZZLING OCEANFRONT! Stunning views and steps to Sugar Beach, vacay awaits!
Come stay with us and enjoy our oceanfront paradise, with incredible views, in our well appointed 2 Bedroom, 2 Bath Maui condo! Kanai A Nalu Unit #319 is fully stocked with all the comforts of home, making this a tranquil retreat offering unparalleled beauty and...
Westin Nanea Resort Villa ~ Gorgeous Newly Built 2 BD / 2 BA Villa
2 Bedroom, 2 Bath, Sofa Bed with balcony.This Westin Nanea, gorgeous newly built resort villa is steps away from beach and pool. This is new addition to Westin’s resort villa. Two-Bedroom Resort View Villa – 1260 square ft, sleeps up to 6 adults.Master bedroom with...
Tropical Oasis - Stunning Views In Private Setting
Welcome to your personal and private luxury condo, tucked away in a tranquil and private location at the Ali'i Kai condominium complex within the Princeville at Hanalei Resort Community. This second floor, 2-bedroom/2-bathroom vacation condo, with nearly 1050 sq/ft of...
Sweet Mermaid Studio at Manini Beach, Kealakekua Bay
Everything you might need to enjoy an exciting or relaxing vacation right by the ocean at the beautiful and world famous, "Kealakekua Bay'. This private location is perfect for adventuring around our quaint neighborhood, with quiet walks, hiking trails, or exploring...
KULALANI 904 ~ SPECIAL RATES & DINE ON US LAVA LAVA BEACH CLUB!!
$350/NT+TAX SPECIAL PLUS $100 LAVA LAVA BEACH CLUB CARDS FOR A LIMITED TIME!UNBELIEVABLE SPACIOUS TOWNHOME ILLUMINATED WITH A WALL OF NATURAL LIGHT!Kulalani 904 is one of the newest homes developed within the resort. At a whopping 2673 square feet, this two story...
Stunning Oceanview Villa w/Spacious Lanai, AC, Shared Pool & Spa: Kumulani (I-4)
Experience the magic of the Big Island in this luxurious 2 bedroom, 2 bath Mauna Kea Resort property, nestled above the Pacific in the gated Kumulani (“base of the sky”) community. A bright upper corner unit, Kumulani i4 has an open floor plan joining the kitchen,...
Hot Deal! Turtle Bay Villas 201 by Gather: Beachfront w/ Shared Pool, Spa & AC
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Experience ultimate Hawaiian getaway luxury at our 2nd-level, recently refurbished Villa 201. Boasting the closest proximity to...
Ocean And Mountain Views
Panoramic view of the ocean and the mountains, this beautifully furnished condo has all the amenities you're looking for. This condo is just a three minute walk to Kamaole Beach 1 where you'll enjoy snorkeling, boogie boarding, paddle boarding or just relaxing in the...
Fabulous Kona Reef Resort Ocean Front - Penthouse Floor - 2 BR/2 BA Condo
This fully air-conditioned beautiful oceanfront corner unit is less than 30 feet from the water's edge. Enjoy spectacular sunsets from your large lanai, watch the surfers, para-sailers, boogie boarders, playful dolphins, turtles, whales and passing cruise ships.Fall...
Wailea Ekahi Village | 35D
Make your Maui dreams come true at Wailea Ekahi 35D! This vacation rental is perched on the top floor with a private entrance surrounded by manicured grass lawns, colorful bougainvillea, and fragrant plumeria trees.This modern remodeled one-bedroom one-bathroom condo...
Oceanfront Luxurious Kona Condo at Kanaloa with 2 king beds
Kanaloa at Kona is a premier vacation condo location in Kona Hawaii. The complex is nestled into a residential neighborhood away from traffic and other condos or hotels. Kanaloa is exceptionally beautiful with abundant space and tropical landscaping around and between...